2,3,5,6-Tetrachloropyridine
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2,3,5,6-Tetrachloropyridine
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CAS No:
2402-79-1
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Formula:
C5HCl4N
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Chemical Name:
2,3,5,6-Tetrachloropyridine
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Synonyms:
Pyridine,2,3,5,6-tetrachloro-;2,3,5,6-Tetrachloropyridine;NSC 2009
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CAS No:
2,3,5,6-Tetrachloropyridine Basic Attributes
216.87
216.88
219-283-9
WJR8HAY65E
2009
DTXSID7027467
2933399090
Characteristics
12.9
3.3
OtherSolid
1.7±0.1 g/cm3
90.5 °C
250.5 °C
131.7±11.5 °C
1.588
Very soluble in ether, ethanol, petroleum ether
Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.
0.0288mmHg at 25°C
pKa= -0.80
Safety Information
Ⅲ
6.1
3077
9
S26-S36/37/39-S60-S61
UT8225000
Xi: Irritant;
P261, P264, P270, P271, P273, P301+P312, P304+P340, P312, P330, P391, P403+P233, P405, P501
H302
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
|Danger|H301 (38.38%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P272, P273, P280, P301+P310, P301+P312, P302+P352, P321, P330, P333+P313, P363, P391, P405, and P501|Aggregated GHS information provided by 99 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P273, P301+P312, P304+P340, P312, P330, P391, P403+P233, P405, and P501
Depending on the extent of possible contact, workers should be provided with personal protective equipment. A charcoal gas mask canister respirator has been found to be effective against a 2% pyridine concentration at 30 l/min for 1 hr. Rubber and plastic gloves should not be relied upon to prevent skin contact because pyridine and many of its derivatives penetrate these materials ... . /Pyridine, homologs, and derivatives/
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
Pyridine and its derivatives cause local irritation on contact with the skin, mucous membranes and cornea. /Pyridine and its derivatives/
Toxicity
LD50 Rat, female oral approx 1000 mg/kg|LD50 Mouse ip 1150 mg/kg
2,3,5,6-Tetrachloropyridine's production and use as a chemical intermediate in the production of pesticides such as chlorpyrifos and triclopyr(1) may result in its release to the environment through various waste streams(SRC).
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1500(SRC), determined from a log Kow of 3.32(2) and a regression-derived equation(3), indicates that 2,3,5,6-tetrachloropyridine is expected to have low mobility in soil(SRC). Volatilization of 2,3,5,6-tetrachloropyridine from moist soil surfaces may be an important fate process(SRC) given an estimated Henry's Law constant of 8.5X10-3 atm-cu m/mole(SRC), using a fragment constant estimation method(4) although adsorption to soil surfaces may attenuate the rate of this process(SRC). 2,3,5,6-Tetrachloropyridine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.1X10-3 mm Hg(SRC), determined from a fragment constant method(5). 2,3,5,6-Tetrachloropyridine is expected to be resistant to biodegradation under aerobic conditions in soil based on data from structurally-similar compounds(SRC). Only <0.1% and 3% of the available nitrogen was released over 64 days following the application of 2,3- and 2,6-dichloropyridine to soil(6). This compound may be susceptible to anaerobic biodegradation via dehalogenation(7).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1500(SRC), determined from a log Kow of 3.32(2) and a regression-derived equation(3), indicates that 2,3,5,6-tetrachloropyridine may adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 8.5X10-3 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 4 hours and 6 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 2.7 years if adsorption is considered(7). According to a classification scheme(5), an estimated BCF of 70(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). 2,3,5,6-Tetrachloropyridine is expected to be resistant to biodegradation under aerobic conditions in water based on soil data from structurally-similar compounds(SRC). Only <0.1% and 3% of the available nitrogen was released over 64 days following the application of 2,3- and 2,6-dichloropyridine to soil(8). This compound may be susceptible to anaerobic biodegradation via dehalogenation(9).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,3,5,6-tetrachloropyridine, which has an estimated vapor pressure of 6.1X10-3 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2,3,5,6-tetrachloropyridine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be nearly 3 years(SRC), calculated from its rate constant of 1.6X10-14 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3).
The rate constant for the vapor-phase reaction of 2,3,5,6-tetrachloropyridine with photochemically-produced hydroxyl radicals has been estimated as 1.6X10-14 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of nearly 3 years at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 2,3,5,6-Tetrachloropyridine is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2). Pyridine has a weak absorption band that extends into the environmental UV spectrum(3), which suggests that direct photolysis is not likely to be an important fate process for 2,3,5,6-tetrachloropyridine (SRC).
An estimated BCF of 70 was calculated for 2,3,5,6-tetrachloropyridine(SRC), using a log Kow of 3.32(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC).
The Koc of 2,3,5,6-tetrachloropyridine is estimated as 1500(SRC), using a log Kow of 3.32(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 2,3,5,6-tetrachloropyridine is expected to have low mobility in soil.
The Henry's Law constant for 2,3,5,6-tetrachloropyridine is estimated as 8.5X10-3 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2,3,5,6-tetrachloropyridine is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 4 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 6 days(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 2.7 years if adsorption is considered(4). 2,3,5,6-Tetrachloropyridine's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). 2,3,5,6-Tetrachloropyridine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.1X10-3 mm Hg(SRC), determined from a fragment constant method(3).
The most probable human exposure to 2,3,5,6-tetrachloropyridine would be occupational exposure, which may occur through dermal contact or inhalation at places where it is produced or used. NIOSH (NOES Survey 1981-83) has estimated that 311 workers are potentially exposed to 2,3,5,6-tetrachloropyridine in the USA(1).
Drug Information
/SRP:/ Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/
2,3,5,6-Tetrachloropyridine Use and Manufacturing
Reduction /of pentachloropyridine/ with zinc, or electrochemically, yields 2,3,5,6-tetrachloropyridine.
Intermediates
Pesticide, fertilizer, and other agricultural chemical manufacturing|Pyridine, 2,3,5,6-tetrachloro-: ACTIVE
VARIOUS TLC SYSTEMS FOR THE SEPARATION OF 2-, 3-, & 4-SUBSTITUTED PYRIDINES ARE DESCRIBED.
Computed Properties
Molecular Weight:216.9
XLogP3:3.3
Hydrogen Bond Acceptor Count:1
Exact Mass:216.883360
Monoisotopic Mass:214.886310
Topological Polar Surface Area:12.9
Heavy Atom Count:10
Complexity:108
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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